Stewart returned to the Quakes to begin the 2016 season[8] and was promoted to the Tulsa Drillers of the Texas League[9] and Oklahoma City Dodgers of the Pacific Coast League during the season.[10] Despite his promotion he was named to the mid-season Texas League all-star game.[11] He was later named the Dodgers organizational minor league pitcher of the year for 2016.[12] Between three minor league levels in 2016,he was 9–4 with a 1.79 ERA and 129 strikeouts in 21 starts.[7]
Stewart was called up to the majors on June 29,2016,to start for the Dodgers against the Milwaukee Brewers.[13] He allowed five runs in the second inning and lost the game. He struck out seven and allowed eight hits in his five innings of work.[14] He recorded his first major league win on September 7 against the Arizona Diamondbacks when he allowed only one run in five innings.[15] Stewart made five starts and two relief appearances for the Dodgers with a 5.79 ERA in 28 innings.[16]
Stewart suffered from tendinitis in his right shoulder during spring training in 2017,causing him to begin the season on the disabled list.[17] After recovering from his injury,Stewart spent 2017 bouncing between the minors and the majors,appearing in 17 games (with 4 starts) for the Dodgers with a 3.41 ERA and no decisions[18] and also making 5 starts for Oklahoma City,where he had a 3.12 ERA.[7] On September 2,he was placed on the 60-day disabled list to make room for Rocky Gale.[19]
Toronto Blue Jays
On July 31,2019,Stewart was claimed off waivers by the Toronto Blue Jays.[20] He was initially assigned to Triple-A Buffalo but was called up to the Blue Jays on August 5.[21] He pitched 21+2⁄3 innings over 10 games with a 4–0 record and 8.31 ERA.[18] On October 30, Stewart was removed from the 40–man roster and outrighted to the minors.[22]
2020–2021
On December 12, 2019, Stewart was selected by the Chicago Cubs in the minor-league phase of the 2019 Rule 5 draft,[23] however he did not play in a game in 2020 due to the cancellation of the minor league season because of the COVID-19 pandemic.[24] He was released on May 28, 2020.[25] He spent the remainder of the season with the independent Chicago Deep Dish team in the City of Champions Cup league.[26] During the 2020 offseason, Stewart completed a program with Tread Athletics that increased the velocity of his pitches.[27]
On December 11, 2020, Stewart signed a minor-league contract to return to the Dodgers organization.[28] However, he underwent Tommy John surgery in May and did not pitch in 2021.[29]
Minnesota Twins
On July 14, 2022, Stewart announced that he had signed a two-year minor league contract with the Minnesota Twins.[30] In 11 games split between the Triple-A St. Paul Saints, High-A Fort Myers Miracle, and rookie-level Florida Complex League Twins, he posted a cumulative 0-2 record and 7.71 ERA with 16 strikeouts in 14 innings pitched.[7]
Stewart began the 2023 season with St. Paul, appearing in seven games and registering a 2.08 ERA with 17 strikeouts in 8+2⁄3 innings of work.[7] On April 25, he had his contract selected to the active roster.[31][32] Stewart posted a 0.70 ERA with 35 strikeouts in 25+2⁄3 innings before he was placed on the injured list with right elbow soreness on June 27.[33][34] Stewart was activated from the injured list on September 26,[35] and made three scoreless appearances to end the season.[36]
Stewart began the 2024 campaign out of the Twins' bullpen, compiling an 0.68 ERA with 17 strikeouts over his first 13 appearances.[37] He was placed on the injured list with right shoulder tendinitis on May 3, 2024.[38] After receiving a platelet-rich plasma injection,[39] Stewart was transferred to the 60–day injured list on July 3.[40] He was activated on July 24[41] but on August 9, it was announced that he would miss the remainder of the season after undergoing arthroscopic shoulder surgery.[42] Overall, he made 16 appearances in 2024 with a 5.17 ERA.[18]
In 2025, Stewart remained healthy for the Twins, pitching 34 innings over 39 games with a 2–1 record and 2.38 ERA while striking out 41 batters.[18]
Los Angeles Dodgers (third stint)
On July 31, 2025, the Twins traded Stewart to the Los Angeles Dodgers in exchange for James Outman.[43]
Major League Development Integration Coach 89 Brandon McDaniel
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